Forever21 gray pants from We're the Millers seen with Will Poulter (Kenny Rossmore)
Fashion Flashback: A haphazard fake family goes on a road trip to, you guessed it, smuggle pot across the Mexican border. The veritable motley crew assembled by the original and unlikely drug dealer, David Burke (Jason Sudeikis), includes a stripper-turned-mom Rose (Jennifer Aniston), would-be customer Kenny (Will Poulter), and cool-teen Casey (Emma Roberts). Spoiler: there might be stripping.
There's nothing more classically boyish than a striped t-shirt. Kenny Rossmore (Will Poulter) wears it loud and wears it proud while posing as the doting son.
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